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Meet Dino Confalone

Dino Confalone brings three decades of real estate experience and deep Boston market knowledge. He got his start early in college, managing his family’s real estate and quickly building a passion for the business. Licensed in college, he has since built a career marked by leadership roles with GBAR and GBREB and partnerships with institutions like Harvard, MIT, and PwC. Recognitions include Boston’s REALTOR of the Year (2023) and the Greater Boston Chamber’s Future Leader. With Dino, Boston area buyers and sellers get a straight-talking advocate who will deliver results with relentless focus time after time.

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Boston Homes

$1,199,000

2 Beds

2 Baths

73576644 MLS

['340 West Second Street Condominiums'] BLDG.

340 W 2nd Street | Refined Urban Living, Elevated. A distinctive expression of contemporary luxury in the heart of South Boston, this exceptional two-bedroom condominium seamlessly blends architectural presence with effortless city living. Set along a picturesque, tree-lined street, this highly sought-after boutique elevator building makes an immediate impression with its sophisticated brick, glass, and steel façade and beautifully curated lobby. Inside, generous proportions and a refined material palette create an elevated sense of space. The open-concept living environment is thoughtfully designed for both intimate everyday living and effortless entertaining, anchored by a bespoke chef’s kitchen featuring quartz surfaces, designer finishes, and a premium mix of stainless steel and Bertazzoni appliances. The spacious primary suite provides a serene private retreat, complete with a spa-inspired ensuite bath featuring a double vanity and walk-in shower. A true second bedroom and beautifully appointed guest bath offer exceptional flexibility for guests, a home office, or additional living space. Throughout the residence, considered details—including an imported vanity, deep soaking tub, and Grohe fixtures—reinforce the home’s understated luxury. Central high-velocity hydro-air conditioning and two deeded garage parking spaces add exceptional convenience and value. The building is approximately 80% owner-occupied and offers a shared rooftop terrace, along with the option to request access to a private gym within the building. Beyond the residence, the location is the ultimate amenity. Enjoy effortless access to the Seaport, South Boston’s acclaimed restaurants, cafés, shops, Broadway Station and the MBTA Red Line, major commuter routes, and Logan International Airport. With neighborhood conveniences just steps from your door, the best of Boston is truly at your doorstep. Architecturally considered. Exceptionally located. Elevated in every detail.

340 West 2nd Street Unit 17, Boston

Listing courtesy of Listing Agent: Herion Karbunara from Listing Office: Herion Karbunara.

$2,695,000

3 Beds

3 Baths

73576555 MLS

Rarely available penthouse triplex just steps to the best of the South End and the Back Bay. Three plus bedrooms with two and a half baths, private outdoor space and a great layout. The gracious entry vestibule creates the perfect landing space for bikes, stroller, coats and shoes. One flight up, the main living level opens to soaring 11+ foot ceilings, beautiful hardwood floors, and abundant natural light. The living and dining areas showcase historic crown molding and custom built-ins. The chef’s kitchen features a Viking gas range, stainless-steel appliances, stone countertops and excellent storage, with direct access to a private deck—ideal for morning coffee, al fresco dining and entertaining. A convenient half bath completes this level. The next floor is dedicated to the primary suite, featuring a spacious full bath with beautiful tile and a large glass-enclosed shower. An adjoining flexible space offers exceptional versatility as a dressing room, nursery, sitting area or home office. The bedroom area has beautiful original detail and bed alcove. The top floor front bedroom includes an adjoining room that could serve as a home office, nursery or potential additional bedroom. The second bedroom features a wall of windows and lovely South End views. Garage rental parking is conveniently available at The Atelier 505, just a few steps away. Central air conditioning, hardwood floors throughout and an abundance of architectural character complete this truly special home.

43 Warren Ave Unit 2, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.

$2,395,000

2 Beds

3 Baths

73576386 MLS

['Residences At Battery Wharf'] BLDG.

STUNNING describes this 2,162 sq ft home offering a refined urban living experience. This 2 bed PLUS STUDY residence, situated on the Penthouse level has been meticulously renovated, culminating in a living space that epitomizes modern sophistication and functionality. The kitchen is a testament to contemporary design, featuring an open plan that seamlessly integrates with the living room. It is appointed with stainless steel appliances, including a double oven, 6 burner gas cooktop, walk in pantry and custom cabinetry. The stone counters further elevate the aesthetic, providing both durability and a luxurious finish. Adjacent, the fire lit living room is enhanced by thoughtfully integrated built-in shelves, offering both display and storage solutions within a cohesive design. The primary bath offers a spacious layout, featuring a double vanity for enhanced convenience and an accent wall that adds a distinctive design element. This bathroom also includes a walk-in shower equipped with multiple shower heads, a soaking tub, and heated towel rack providing a spa-like experience. The bedroom has a dedicated sitting area and floor to ceiling glass with direct access to terrace. The second bed has another spa like bath with oversized shower and soaking tub. This impeccable home provides one garage space, second prking is available. Residents enjoy a fitness center, concierge, hotel services and EXHALE SPA. Battery Wharf is a lifestyle community on a private drive only steps into the lively North End.

2 Battery Wharf Unit PH08, Boston

Listing courtesy of Listing Agent: Elaine Dolley from Listing Office: Douglas Elliman Real Estate - Park Plaza.

$1,899,000

3 Beds

4 Baths

73576220 MLS

Welcome to 2 Leeds - A fully reimagined detached single-family in the heart of South Boston. Renovated down to the studs in 2025 and curated with an uncompromising eye for detail, this 3 bedroom, 4 bath home offers 2,100+ square feet of meticulously designed living space across four levels, complete with a private fenced backyard and two adjacent parking spaces with EV charging.The open-concept main floor welcomes you with natural light pouring through black-framed windows onto rich blonde hardwood floors. The gourmet kitchen impresses with two-toned cabinetry, quartz beveled-edge counters, a farmhouse sink, gas cooking, GE Café appliance suite, and a generous coffee bar with accent lighting and extra storage. A mudroom off the kitchen leads directly to the backyard and a half bath rounds out this floor. The entire second level is devoted to a primary suite sanctuary, featuring vaulted ceilings, a bright walk-in closet with custom built-ins, vanity nook, laundry, and spa-like bath with dual sinks, an oversized glass shower, towel warmer, and gold accents throughout. Two additional bedrooms on the third floor showcase vaulted ceilings and wood beam accents, serviced by a second full bath with skylights and ample storage. The finished lower level offers flexible space plus a second half bath — ideal for a home gym, office, or media room — plus multiple closets, wet bar area and second laundry hookup. Outside, the fenced backyard is a private retreat, thoughtfully landscaped with turf and pavers, lighting, and anchored by a spacious brick patio with a fire pit, perfect for entertaining or dining al fresco. A large storage shed adds flexibility for a workshop, bike storage, and more, while two tandem off-street parking spaces with personal EV charging complete the package. Set in one of Southie's hottest neighborhoods, this home is moments from PickleBos, Park City Southie, and the Red Line for an effortless commute. Seaport is 9 minutes away and nearby, Joe Moakley Park delivers baseball, softball, and little league fields, soccer, basketball, tennis, and pickleball courts, a track, and playgrounds. Moments to Carson Beach and M Street Beach with wide sidewalks leading to Castle Island. 2 Leeds is an address built around how you live — active days, easy commutes, and the best of Boston, all within reach.

2 Leeds Street, Boston

Listing courtesy of Listing Agent: The Collective from Listing Office: Compass.

$2,250,000

4 Beds

5 Baths

73576163 MLS

Set near the top of Telegraph Hill, Unit 3 at 421 East 6th Street is a thoughtfully designed new-construction residence in a newly built collection of residences in South Boston, with ocean views extending across all three finished living levels. Two bedrooms open directly to private covered decks overlooking the water, while the private roof deck provides an elevated setting for taking in the ocean and surrounding cityscape.Approximately 2,395 SF of interior living area spans three finished levels with 4 bedrooms, 4 full baths and 1 half bath. The spacious main living level brings together the kitchen, dining and living areas in an open layout that works equally well for everyday life and entertaining. The kitchen is equipped with Thermador appliances, and the living room features a gas fireplace. Generous bedroom accommodations and well-appointed baths provide comfortable separation from the main living spaces.An attached 2-car garage and heated driveway add substantial everyday convenience. Outside, the two covered bedroom decks and private roof deck create multiple opportunities to enjoy the home's elevated setting and ocean views.The location places the beach, Dorchester Heights and neighborhood parks close at hand, along with Broadway restaurants, bars, shops, banking and daily conveniences. With ocean views across all three living levels, multiple private outdoor spaces and the benefits of new construction, Unit 3 offers a distinctive combination of space, comfort and location in South Boston.

421 East 6th Street Unit TH3, Boston

Listing courtesy of Listing Agent: Kirsten McEleney from Listing Office: KM Real Estate Group.

$1,000,000

1 Beds

1 Baths

73576022 MLS

['The Marlowe'] BLDG.

The Marlowe introduces 44 new residences in Boston’s South End. This 1-bedroom plus a glass enclosed office/den space, 1-bathroom home offers approximately 945 SF of open living space. Originally built more than a century ago, the building has been thoughtfully transformed with a restored masonry facade, contemporary upper addition, and new rear expansion. Residences feature typical ceilings rising above 10 feet throughout most of the building, expansive windows, wide-plank European white-oak flooring, and a warm palette of natural wood and stone. The kitchen features custom cabinetry, a statement island, stone countertops, integrated paneled appliances and ample lighting. The bathroom includes a custom vanity, stone surfaces, textured tilework, frameless glass shower, and polished fixtures. The lobby features rich materials, sculptural lighting and a site-specific mural commissioned from Boston artist Cyrille Conan. An elevator serves every level, including the expansive common roof deck with views across the South End, Downtown Boston, and Back Bay. The roof deck also includes a grilling area, kitchenette, and dedicated powder room. Located in SoWa, near the emerging South End Exchange District, The Marlowe is close to galleries, studios, design showrooms, shops, restaurants, and markets, with convenient access to Back Bay, Downtown Boston, the Seaport, major highways, and Logan Airport. Developed by New Boston Ventures, with architecture and design by RODE Architects and construction by Holland Construction.

127 E Dedham Street Unit 508, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$1,500,000

2 Beds

2 Baths

73576021 MLS

['The Marlowe'] BLDG.

The Marlowe introduces 44 new residences in Boston’s South End. This 2-bedroom plus a glass enclosed den/office, 2-bathroom, penthouse offers approximately 1,035 SF of open living space and a large private terrace. Originally built more than a century ago, the building has been thoughtfully transformed with a restored masonry facade, contemporary upper addition, and new rear expansion. Residences feature typical ceilings rising above 10 feet throughout most of the building, expansive windows, wide-plank European white-oak flooring, and a warm palette of natural wood and stone. The kitchen features custom cabinetry, a statement island, stone countertops, integrated paneled appliances and ample lighting. The bathroom includes a custom vanity, stone surfaces, textured tilework, frameless glass shower, and polished fixtures. The lobby features rich materials, sculptural lighting and a site-specific mural commissioned from Boston artist Cyrille Conan. An elevator serves every level, including the expansive common roof deck with views across the South End, Downtown Boston, and Back Bay. The roof deck also includes a grilling area, kitchenette, and dedicated powder room. Located in SoWa, near the emerging South End Exchange District, The Marlowe is close to galleries, studios, design showrooms, shops, restaurants, and markets, with convenient access to Back Bay, Downtown Boston, the Seaport, major highways, and Logan Airport. Developed by New Boston Ventures, with architecture and design by RODE Architects and construction by Holland Construction.

127 E Dedham St Unit 605, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$1,550,000

2 Beds

2 Baths

73576019 MLS

['The Marlowe'] BLDG.

The Marlowe introduces 44 new residences in Boston’s South End. This 2-bedroom, 2-bathroom, corner penthouse with downtown city views, offers approximately 1,160 SF of open living space with a large private terrace. Originally built more than a century ago, the building has been thoughtfully transformed with a restored masonry facade, contemporary upper addition, and new rear expansion. Residences feature typical ceilings rising above 10 feet throughout most of the building, expansive windows, wide-plank European white-oak flooring, and a warm palette of natural wood and stone. The kitchen features custom cabinetry, a statement island, stone countertops, integrated paneled appliances and ample lighting. The bathroom includes a custom vanity, stone surfaces, textured tilework, frameless glass shower, and polished fixtures. The lobby features rich materials, sculptural lighting and a site-specific mural commissioned from Boston artist Cyrille Conan. An elevator serves every level, including the expansive common roof deck with views across the South End, Downtown Boston, and Back Bay. The roof deck also includes a grilling area, kitchenette, and dedicated powder room. Located in SoWa, near the emerging South End Exchange District, The Marlowe is close to galleries, studios, design showrooms, shops, restaurants, and markets, with convenient access to Back Bay, Downtown Boston, the Seaport, major highways, and Logan Airport. Developed by New Boston Ventures, with architecture and design by RODE Architects and construction by Holland Construction.

127 E Dedham St Unit 601, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$2,600,000

4 Beds

6 Baths

73575955 MLS

Set near the top of Telegraph Hill, Unit 4 at 421 East 6th Street is the rear, ocean-facing residence in a newly built collection of residences in South Boston, and enjoys the best views in the project. Its rear position and ocean-facing windows on two sides create especially broad water views throughout the home. Ocean views extend across all three finished living levels, two bedrooms open directly to private covered decks overlooking the water, and the private roof deck captures a sweeping panorama of the ocean, Seaport District and Boston skyline.Approximately 2,451 SF of interior living area spans three finished levels with 4 bedrooms, 4 full baths and 1 half bath. The spacious first-floor living level measures more than 22 feet in interior width and brings together the kitchen, dining and living areas in a layout that feels comfortable for everyday routines while offering the openness and scale to entertain with ease. The kitchen is equipped with Thermador appliances, and the living room features a gas fireplace. A dedicated mudroom off the entry provides useful everyday storage, complemented by an adjacent bathroom.An attached 2-car garage and heated driveway add another level of convenience. Outside, two private covered bedroom decks and the roof deck provide multiple places to enjoy the home's elevated setting and ocean views.The location puts the beach, Dorchester Heights and neighborhood parks close at hand, along with Broadway restaurants, bars, shops, banking and daily conveniences. With expansive ocean views across all three living levels and a private roof deck overlooking the water, Seaport District and Boston skyline, Unit 4 offers a distinctive combination of generous living space, everyday convenience and exceptional views in South Boston.

421 East 6th Street Unit TH4, Boston

Listing courtesy of Listing Agent: Kirsten McEleney from Listing Office: KM Real Estate Group.

$2,995,000

4 Beds

5 Baths

73575859 MLS

Space. Privacy. Parking. Outdoor living. In South Boston, finding one is expected. Finding all four is exceptional.Introducing Townhouse 1 at 421 East 6th Street—a newly constructed residence delivering the scale and independence of a single-family home with the sophistication of city living.Spanning just under 3,100 living square feet, the home features four en-suite bedrooms, four-and-a-half bathrooms, a dedicated office, multiple private outdoor spaces, and a direct-access car garage.Oversized black-framed windows fill the main living level with natural light, while wide-plank floors and clean architectural lines create a refined, contemporary atmosphere. The open kitchen, dining, and living areas flow effortlessly together, anchored by a sleek linear fireplace and custom millwork.At the center of the home, a dramatic waterfall island with seating for five sets the stage for everyday living and entertaining. The chef’s kitchen pairs two-tone cabinetry and polished-nickel fixtures with a professional Thermador appliance suite, including a 48-inch six-burner gas range with griddle, panel-ready French-door refrigerator, drawer microwave, and dishwasher. A separate wet bar with a beverage center and second dishwasher makes hosting seamless.Across two private levels, four generously proportioned bedrooms each feature an en-suite bathroom, providing exceptional comfort for family and guests. The primary suite measures approximately 16 feet 6 inches by 20 feet and offers oversized windows, custom wall detailing, a walk-in closet, and a private balcony.Its spa-inspired bathroom is appointed with a double vanity, polished-nickel fixtures, and an oversized glass-enclosed shower with rainfall and handheld showerheads. Curated tile, custom vanities, and sophisticated finishes distinguish the additional en-suite baths.Outdoor living unfolds across two private balconies and an exclusive roof deck—ideal for summer/fall dinners, sunset cocktails, or a quiet escape above the neighborhood. Below, the two tandeem car garage provides a level of convenience seldom available in South Boston.Moments from East Broadway, the waterfront, Seaport, and Downtown Boston, Townhouse 1 offers the freedom to have everything you want from the city—without compromise.

421 E. 6th St Unit TH1, Boston

Listing courtesy of Listing Agent: The Boston ONE Team from Listing Office: Serhant.

$1,400,000

2 Beds

2 Baths

73575699 MLS

['The Marlowe'] BLDG.

The Marlowe introduces 44 new residences in Boston’s South End. This 2-bedroom plus a glass enclosed den/office, 2-bathroom home offers approximately 1,305 SF of open living space. Originally built more than a century ago, the building has been thoughtfully transformed with a restored masonry facade, contemporary upper addition, and new rear expansion. Residences feature typical ceilings rising above 10 feet throughout most of the building, expansive windows, wide-plank European white-oak flooring, and a warm palette of natural wood and stone. The kitchen features custom cabinetry, a statement island, stone countertops, integrated paneled appliances and ample lighting. The bathroom includes a custom vanity, stone surfaces, textured tilework, frameless glass shower, and polished fixtures. The lobby features rich materials, sculptural lighting and a site-specific mural commissioned from Boston artist Cyrille Conan. An elevator serves every level, including the expansive common roof deck with views across the South End, Downtown Boston, and Back Bay. The roof deck also includes a grilling area, kitchenette, and dedicated powder room. Located in SoWa, near the emerging South End Exchange District, The Marlowe is close to galleries, studios, design showrooms, shops, restaurants, and markets, with convenient access to Back Bay, Downtown Boston, the Seaport, major highways, and Logan Airport. Developed by New Boston Ventures, with architecture and design by RODE Architects and construction by Holland Construction.

127 E Dedham St Unit 206, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$1,295,000

2 Beds

2 Baths

73575698 MLS

['The Marlowe'] BLDG.

The Marlowe introduces 44 new residences in Boston’s South End. This 2-bedroom, 2-bathroom, corner home offers approximately 1,148 SF of open living space. Originally built more than a century ago, the building has been thoughtfully transformed with a restored masonry facade, contemporary upper addition, and new rear expansion. Residences feature typical ceilings rising above 10 feet throughout most of the building, expansive windows, wide-plank European white-oak flooring, and a warm palette of natural wood and stone. The kitchen features custom cabinetry, a statement island, stone countertops, integrated paneled appliances and ample lighting. The bathroom includes a custom vanity, stone surfaces, textured tilework, frameless glass shower, and polished fixtures. The lobby features rich materials, sculptural lighting and a site-specific mural commissioned from Boston artist Cyrille Conan. An elevator serves every level, including the expansive common roof deck with views across the South End, Downtown Boston, and Back Bay. The roof deck also includes a grilling area, kitchenette, and dedicated powder room. Located in SoWa, near the emerging South End Exchange District, The Marlowe is close to galleries, studios, design showrooms, shops, restaurants, and markets, with convenient access to Back Bay, Downtown Boston, the Seaport, major highways, and Logan Airport. Developed by New Boston Ventures, with architecture and design by RODE Architects and construction by Holland Construction.

127 E Dedham St Unit 102, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$1,430,000

2 Beds

3 Baths

73575355 MLS

Stunning, sun-drenched upper-level duplex offering captivating city views, soaring ceilings, and an extraordinary wall of windows that fills the home with natural light. Designed for both everyday living and effortless entertaining, the open-concept main level is anchored by a chef's kitchen featuring integrated and stainless steel appliances, a wine refrigerator, built-in bar, and an oversized island with seating for six. The adjacent living area, complemented by a stylish powder room, create the perfect setting for intimate gatherings or large-scale entertaining. Wake up to sweeping city views from the luxurious primary suite, complete with a spacious walk-in closet and a spa-inspired en-suite bath. A generously sized second bedroom offers exceptional flexibility as a guest room, nursery, or home office, while the beautifully appointed guest bath features a deep soaking tub. Originally built as an 1890s wharf warehouse, FP3 seamlessly blends historic industrial character with modern luxury. Residents enjoy boutique-style living with 24-hour concierge service, elevator access, a spectacular common roof deck, and a rotating in-house art gallery. Ideally situated in the heart of Fort Point, you're just moments from acclaimed restaurants, breweries, galleries, and shopping, with convenient access to downtown Boston and all major highways.

346 Congress Unit 604, Boston

Listing courtesy of Listing Agent: Elizabeth Damon from Listing Office: Donnelly + Co..

$1,250,000

2 Beds

1 Baths

73575089 MLS

A renovated South End penthouse with something few homes of its size can offer: an expansive private roof deck with 360-degree views of the city. Located at 331 Shawmut Avenue in a prime South End location, this two-bedroom, one-bathroom corner home benefits from three exposures, filling the interiors with natural light. An open, well-proportioned layout provides generous space for both living and dining, while thoughtful renovations throughout balance classic South End character with a fresh, considered approach to design. The newly expanded kitchen features custom cabinetry, open shelving, abundant storage, stone countertops, warm wood accents, brass details and counter seating, creating a natural gathering point for everyday living and entertaining. Refinished hardwood floors carry throughout the home, complemented by updated electrical and thoughtfully selected lighting. Rich materials give the newly renovated bathroom a distinctive feel, with deep green tile, marble accents, warm brass fixtures, a teak wood vanity, deep soaking tub and radiant heated floors. Both bedrooms are well proportioned, including a primary with a custom built-out walk-in closet offering exceptional storage. A second bedroom provides flexibility for guests, a home office or both, while in-unit laundry adds everyday convenience. Above it all, the expansive private roof deck is directly accessible from the residence and offers extraordinary 360-degree views over the South End and across the Boston skyline, complete with water and electrical hookups. Generous proportions allow for distinct areas for outdoor dining, lounging and entertaining, creating a true extension of the home and a rare amount of private outdoor space in the heart of the city. Set along one of the South End’s most recognizable residential corridors, the location puts some of the neighborhood’s best restaurants, cafés, shops and parks within easy reach. Restaurant Row, SoWa’s galleries, markets and design destinations, and the neighborhood’s historic streets and squares are all close by, with Back Bay and downtown Boston easily accessible. It is a location that offers the residential character of the South End while keeping the best of the city remarkably close.

331 Shawmut Ave Unit 4, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$1,450,000

1 Beds

1 Baths

73574809 MLS

Experience elevated Seaport living in this sun-filled 17th-floor corner 1-bedroom plus study at Echelon. Ceilings just over 9 feet high—a feature unique to the 17th floor—enhance the airy feel, while two walls of floor-to-ceiling windows showcase city, courtyard and partial harbor views. The open-concept layout connects the living room to a chef’s kitchen featuring white Italian cabinetry, Thermador appliances and an island with seating for two—ideal for everyday living and entertaining. The spacious bedroom offers water views, while the separate study provides a versatile home office or guest space. Hardwood floors, a spa-inspired marble bath, in-unit laundry, motorized shades and custom closets throughout complete the home. One valet garage parking space is included. Enjoy over 50,000 SF of resident-only amenities, including two outdoor pools, an indoor pool, hot tub, fitness center, yoga studio, indoor basketball court and golf/sports simulator. Gather in the fireplace lounge and private dining room, relax on landscaped terraces with grills and fire pits, or entertain in the 22nd-floor Sky Lounge and Terrace overlooking the downtown skyline. With 24/7 concierge, doorman and porter services, Echelon offers effortless, resort-style living in the heart of the Seaport, surrounded by vibrant dining, shopping and waterfront attractions, with easy highway access. Come home to stunning views, exceptional amenities and the best of Boston at your doorstep.

135 Seaport Blvd Unit 1703, Boston

Listing courtesy of Listing Agent: Jason Jeon from Listing Office: Compass.

$7,750,000

6 Beds

7 Baths

73574746 MLS

An entire South End brownstone. One remarkable home. A truly distinctive opportunity in a market defined largely by condominium living, this offering presents the chance to own an entire classic bow-front brownstone on one of the South End’s most beautiful & coveted tree-lined streets. Currently configured as two meticulously renovated residences, a penthouse triplex & garden duplex, the property has been transformed to near-new construction standards, bringing together timeless architecture, tailored interiors & exceptional flexibility under one roof. For those seeking the scale, privacy & permanence of a true townhome, the property offers the opportunity to combine both residences into one substantial single-family home, with conversion plans available for review. The existing configuration also provides immediate flexibility for multigenerational living, extended family, guests, an au pair or the ability to occupy one residence while generating income from the other. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths across three beautifully considered levels. Soaring ceilings, abundant natural light, custom millwork, gas fireplaces & refined finishes define the interiors, while a designer kitchen with custom cabinetry & high-end appliances anchors the main entertaining level. A private balcony extends from the kitchen, while an expansive private roof deck offers Boston skyline views, a built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two generous levels, with beautifully proportioned living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & curated finishes throughout. The living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences provide approximately 4,320 SF of finished interior space, private outdoor living at both the garden & rooftop levels & 2 direct-access parking spaces. Moments from acclaimed dining, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to move beyond the traditional condo & own an entire South End brownstone, ready to live beautifully today or become one extraordinary home for the future.

189 W Brookline St, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$4,750,000

3 Beds

4 Baths

73574711 MLS

A highly tailored penthouse, intentionally designed on one of the South End’s most beautiful & coveted tree-lined streets. Occupying the upper three levels of a classic South End bow-front brownstone, this exceptional home spans approximately 2,518 SF with 3+ bedrooms & 3.5 bathrooms, bringing together remarkable scale, architectural character & a distinctly modern point of view. Created in collaboration with Markel Interiors, the residence is thoughtfully curated with custom millwork, refined materials, sophisticated lighting & elevated finishes throughout. The main entertaining level is defined by soaring ceilings, abundant natural light & beautifully proportioned living & dining spaces. A gas fireplace anchors the living room, while custom millwork adds warmth & character. At the heart of the home, the integrated kitchen combines custom cabinetry, high-end appliances & carefully selected finishes with a layout equally suited to everyday living & entertaining. A generous private balcony directly off the kitchen, equipped with gas, water & electrical connections, extends the living experience outdoors. The primary suite occupies its own private level, creating a serene retreat with an intimate sitting area & built-ins, two custom walk-in closets & a spacious four-piece bath. Just off the suite, an additional flexible room provides valuable space for a private office, den or nursery. Two additional bedrooms, each with an en-suite bath, provide private accommodations for family or guests, while a separate family room with gas fireplace creates another inviting place to gather. Crowning the residence is an expansive private roof deck overlooking the Boston skyline & historic South End streetscape. Complete with a built-in grill, integrated sound system & fire pit, it offers an exceptional setting for outdoor dining, entertaining or quiet evenings above the neighborhood. One parking space completes this distinctive home, moments from acclaimed restaurants, cafés, parks, boutiques, SoWa & premier private schools.

189 W Brookline St Unit PH, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$2,750,000

2 Beds

3 Baths

73574705 MLS

A garden residence of remarkable scale, where tailored design meets effortless South End living. Spanning approximately 1,802 square feet across two beautifully considered levels, this sophisticated 2-bedroom, 2.5-bath garden duplex pairs the timeless character of a classic South End brownstone with the finish, comfort and ease of near-new construction. Thoughtfully designed with an emphasis on both form and function, the home is distinguished by custom millwork, integrated storage, curated lighting, hardwood floors, a gas fireplace and elevated finishes throughout. Generous living and dining spaces create an inviting setting for everyday living and entertaining, flowing naturally into a beautifully appointed kitchen with custom cabinetry, high-end appliances and carefully selected materials. The interiors feel warm and tailored, with thoughtful architectural details and built-ins adding character while maximizing functionality. The living areas extend directly to a substantial private patio, creating a seamless connection between indoors and out with ample room for dining, entertaining, gardening or simply relaxing in a private setting. The bedroom level offers a quieter, more intimate retreat. The serene primary suite features generous storage, a beautifully finished bath and an adjoining sitting area that adds valuable flexibility to the space. A well-proportioned second bedroom with its own en-suite full bath provides comfortable and private accommodations for family or guests. A powder room, additional storage and thoughtful details throughout further enhance the home’s effortless day-to-day livability. Complete with one direct-access parking space, this distinctive residence offers an increasingly rare combination of sophisticated design, substantial private outdoor space, generous proportions and everyday convenience. Ideally positioned on one of the South End’s most coveted tree-lined streets, the home is moments from acclaimed restaurants, cafés, neighborhood parks, boutiques, SoWa and some of Boston’s premier private schools.

189 W Brookline St Unit 1, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$1,450,000

1 Beds

2 Baths

73574511 MLS

Welcome to this beautifully renovated penthouse residence on one of the South End’s most desirable streets, offering the ideal blend of sophisticated city living, abundant natural light, and exceptional private outdoor space. Defined by a dramatic floor-to-ceiling wall of glass and multiple skylights, the home is flooded with natural light throughout the day. Rear-facing doors open to two private outdoor retreats, including a balcony and an expansive private roof deck with potential for future expansion – perfect for entertaining or relaxing with great views of the city. Fully gut renovated in 2019, the open-concept living and dining area features top-of-the-line Wolf stainless steel appliances, custom cabinetry, a large center island ideal for cooking and gathering, a gas fireplace, and newly finished stained hardwood floors throughout. Originally configured as a two-bedroom residence, the home has been thoughtfully redesigned into an expansive one-bedroom layout with a full wall of custom closets and enhanced living space. The residence also features one and a half bathrooms finished with elegant white marble tile and countertops, with every detail carefully crafted to maximize functionality and style. Additional highlights include in-unit laundry, private parking, a well-run HOA, and access to a neighborhood association that routinely arranges neighborhood block parties. Ideally located just steps from the South End’s renowned restaurants, cafés, boutiques, parks, and public transportation, this is a rare opportunity to own a turnkey penthouse in one of Boston’s most sought-after neighborhoods.

9 Holyoke Street Unit 4, Boston

Listing courtesy of Listing Agent: Joseph Murray from Listing Office: JMM Residential LLC.

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